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About This Home

This 4-bedroom, 5-bathroom single family at 558 PILOTTOWN Road in LEWES, DE is listed for $4,595,000 ($1,000 per sqft). Built in 1850, the home offers 4,596 sqft of living space on a 0.41 acres lot.

Agent Description

WATERFRONT HOME - ROOTED IN HISTORY Experience the brilliant evolution of "The Light Keeper's House," an impeccably restored 1850s treasure on historic Pilottown Road. This architectural masterpiece seamlessly blends luxury and history, and includes the canal front parcel directly across the street complete with five private boat slips and wide-open scenic views.

Thoughtfully renovated through the centuries and perfected in 2004, the residence retains its soul with preserved random-width heart pine floors and authentic exposed beams, while introducing two soaring additions that flood the home with natural light through vaulted ceilings and skylights.

The interior is a masterclass in coastal sophistication, centered around a gourmet chef's kitchen equipped with a Wolf 6-burner professional range, premium stainless appliances, and a striking emerald-tiled backsplash. Elegant entertaining flows from the formal dining room, anchored by a massive white-washed masonry fireplace, to the sun-drenched sun room featuring classic terracotta hex-tile flooring and panoramic views.

A fully equipped butler's pantry with a wine cooler and additional prep space ensures seamless hosting for gatherings of any size. The grand living spaces are defined by impeccable craftsmanship, including added crown moldings, wide baseboards, and a stately brick fireplace in the Great Room.

Upstairs, the expansive double-decker porches offer a front-row seat to the salt air and the gentle rhythm of the canal. The lifestyle continues outdoors in the amazingly lush, oversized backyard & curated gardens, creating a private sanctuary that is a rare find in the heart of Lewes.

This is a peerless offering where historic charm meets modern luxury in one of the absolute best locations in Delaware. From the professional-grade culinary heart of the home to the five private slips waiting for your fleet, every detail of this property has been polished to perfection. Don't miss this chance to own a piece of maritime history in the first town of the first state!

Key Features

  • Built in 1850
  • 0.41 acre lot
  • 2 stories
  • 10 parking spaces
  • Fireplace
  • Waterfront

Property Details

2 stories
3 full, 2 half
10 spaces
1850

Amenities

FireplaceWaterfrontA/C

Monthly Cost Estimate

$24,575/mo

20% down · 6.5% · 30 years

Principal$3,323
Interest$19,912
Insurance$1,340

Estimates only. Actual payments may vary.

Location

558 PILOTTOWN Road

LEWES, DE 19958

NONE AVAILABLE

Features & Amenities

Interior Features

AtticBreakfast AreaEntry Level BedroomCeiling Fan(s)Double/Dual StaircaseFloor Plan - TraditionalPrimary Bath(s)Wood FloorsBathroom - Walk-In ShowerBathroom - Tub ShowerBuilt-InsButlers PantryCarpetCrown MoldingsDining AreaExposed BeamsKitchen - GourmetRecessed LightingSkylight(s)Upgraded CountertopsWalk-in Closet(s)Wet/Dry Bar

Property Details

Construction

Stick Built Cedar Shake Siding

Parking

DrivewayGarage - AttachedOff Street

Heating

ZonedHeat Pump (Heating)

Cooling

ZonedCentral Air

Appliances

DishwasherDisposalIcemakerOven - WallSix Burner StoveWasherWaterHeaterBuilt-In MicrowaveCentral VacuumDryerOven - DoubleOven/Range - GasRange HoodRefrigeratorExtra Refrigerator/FreezerStainless Steel Appliances

Questions & Answers

This 4-bedroom, 5-bathroom single family at 558 PILOTTOWN Road is listed at $4,595,000 ($1,000/sqft). The estimated monthly payment is $19,912 based on 20% down at 6.5% interest.

Key features include: Built in 1850, 0.41 acre lot, 2 stories, 10 parking spaces, Fireplace, Waterfront. Interior Features: Attic, Breakfast Area, Entry Level Bedroom.

This property is listed by Lee Ann Wilkinson and can be reached at 3026456664 or leeann@leeanngroup.com.

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LW

Lee Ann Wilkinson

Agent at Berkshire Hathaway HomeServices PenFed Realty

(302) 645-6664

Listed by Berkshire Hathaway HomeServices PenFed Realty

MLS# DESU2103202· Source: listhub· Updated 57 days ago

Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

558 PILOTTOWN Road, LEWES, DE 19958

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